Title: Book the Best ROMANTIC Hotels in Wailea, Kihei from CA $590 - Wailea Romantic Getaways | Expedia.ca [Wailea Travel Guide](https://expedia.ca/Kihei-Wailea.dx7739)[Vacation Rentals in Kihei](https://expedia.ca/Kihei-Vacation-Rentals.d9304.Travel-Guide-VacationRentals)[Flights to Kihei](https://expedia.ca/Cheap-Flights-To-Kihei.d9304.Travel-Guide-Flights)[Things to do in Kihei](https://expedia.ca/Things-To-Do-In-Kihei.d9304.Travel-Guide-Activities)[Wailea Car Rentals](https://expedia.ca/Car-Rentals-In-Wailea.d7739.Car-Rental-Guide)[Wailea Vacations](https://expedia.ca/Wailea.d7739.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/37000/37443-Molokini.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Wailea, Kihei from CA $590 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Wailea Romantic Hotels Tonight [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 6 - Nov 7](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-11-06&endDate=2025-11-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Wailea Romantic Hotels ![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Ground Floor (Sundeck)](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/78cfcb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/62e684af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Balcony, Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b9ee0223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Beach Resort - Marriott, Maui Wailea 9.2/10 Wonderful (1000) "Great location and very family friendly. Would recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dasia CA $742 CA $970 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/c029e92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/6de86580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/dc8d403b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/704abe4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Maui Wailea Wailea 9.2/10 Wonderful (974) "We had a great stay in Wailea. We were close enough to the beaches without having the chaos of so many tourists. Room was clean, breakfast was a great bonus and staff was friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joey CA $561 CA $662 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Kihei-Hotels-Residence-Inn-By-Marriott-Maui-Wailea.h12541875.Hotel-Information) ![9 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/23013212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/8788f08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3837h2557x3y3-5ebfbeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea 8.8/10 Excellent (1017) "A step down from the Four Seasons next door, but it was an ok stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) EMANUEL CA $814 CA $1,051 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/e8ef7f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, 1 Bedroom, Kilohana Corner Suite, (1 King Bed) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/04bfdd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/b17d91a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Kea Lani Maui Wailea 9.4/10 Exceptional (1023) "This was a beautiful property and was lovely every day we were there. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Elizabeth CA $1,074 CA $1,350 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Club Ocean Front One Bedroom Suite](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/ed7cc193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Maile Three-Bedroom Presidential Suite](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/2cdd56af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/a0a6da1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/0069cac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Maui at Wailea Wailea 9.6/10 Exceptional (1000) "Wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xianjun CA $1,061 CA $1,252 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![5 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/487d8e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, 2 poolside bars](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/a723f933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, free minibar items](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/4cd9130c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/22480b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Andaz Maui at Wailea Resort - a concept by Hyatt Wailea 9.2/10 Wonderful (1000) "Everything was great except food choices at their restaurants were limited and cleaning service was crazy loud." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $1,018 CA $1,284 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d4acdf82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Regional cuisine](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/ee7d62b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Regional cuisine](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/65eee840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea 9.4/10 Exceptional (1003) "This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alon CA $1,194 CA $1,491 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/44a6571a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/8432f5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/7c7cd70a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/c49a8a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ekahi Ocean View Escape and close to beach (21F) Wailea 9.8/10 Exceptional (62) "The unit is exactly as advertise, great location clean and simple." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $342 CA $1,297 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Kihei-Hotels-Beautifully-Remodeled-Ocean-View-Wailea-Condo-Walking-Distance-To-Beach.h34139027.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/19000000/18992700/18992628/7fddce93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18992700/18992628/68548140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18992700/18992628/4c2ab802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18992700/18992628/83685ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #708 Wailea Ekolu - Spectacular Ocean View, Serene Setting Wailea 9.8/10 Exceptional (184) "Great location and beautiful views, perfect spot to relax on Maui." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron S. CA $351 CA $888 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Kihei-Hotels-Spectacular-Ocean-View.h18992628.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/51000000/50890000/50883000/50882969/275bbf32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/51000000/50890000/50883000/50882969/009814ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50890000/50883000/50882969/f26bfa2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/51000000/50890000/50883000/50882969/w800h599x0y1-e650b11f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic 1 BR Condo with King Tempurpedic Wailea 9.6/10 Exceptional (54) "Could use a deep clean in the bathroom but overall a great place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy C. CA $268 CA $590 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Kihei-Hotels-Romantic-1-BR-Condo-With-King-Tempurpedic.h50882969.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20®ionId=7739&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Wailea | Less expensive | More expensive | This month | Next month | | --- | --- | --- | --- | | September | October | CA $495 | CA $570 | | Month | Price | | --- | --- | | January | CA $686 | | February | CA $633 | | March | CA $589 | | April | CA $501 | | May | CA $491 | | June | CA $546 | | July | CA $785 | | August | CA $755 | | September | CA $420 | | October | CA $955 | | November | CA $495 | | December | CA $570 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Wailea. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Top Wailea Hotel Reviews ![Grand Wailea Maui, A Waldorf Astoria Resort](//images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "We spent 1 day of our trip to Maui at the Grand Wailea to enjoy the pools before we left the island. This was our 4th time at Grand Wailea - and it was amazing again. There was a bit of concern with my initial booking that I tried to get corrected by phone before arrival, but Gilbert at the front desk was super reassuring and got us all sorted! We had a wonderful stay! Wayne at the swim-up bar was super nice, and we all loved the aquarium bar at Humahuma - definitely another highlight! " [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "All of the above. Staff was extremely friendly and helpful. Housekeeping did a wonderful job with up keep in our room. To bringing water at night to our room, folding down our beds and having our slippers waiting. Always restocking the room. Our room view was breathtaking. Definitely would return " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](//images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "Really enjoyed our week here, nice room and extremely helpful and attentive staff. Location is great. " [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Residence Inn by Marriott Maui Wailea](//images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/c029e92e_y.jpg) ### Residence Inn by Marriott Maui Wailea 10/10 Excellent "Clean room, nice kitchen, good breakfast, very pleasant staff" [](https://expedia.ca/Kihei-Hotels-Residence-Inn-By-Marriott-Maui-Wailea.h12541875.Hotel-Information) ![Four Seasons Resort Maui at Wailea](//images.trvl-media.com/lodging/1000000/20000/14400/14336/ed7cc193_y.jpg) ### Four Seasons Resort Maui at Wailea 10/10 Excellent "Offered turn down service; the staff went above any beyond to ensure that we were comfortable. " [](https://expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![Wailea Grand Champions - CoralTree Residence Collection](//images.trvl-media.com/lodging/2000000/1210000/1202300/1202208/2ced1177_y.jpg) ### Wailea Grand Champions - CoralTree Residence Collection 10/10 Excellent "Clean room and nice decoration. Close to tennis club" [](https://expedia.ca/Kihei-Hotels-Wailea-Grand-Champions-Villas.h1202208.Hotel-Information) ![Andaz Maui at Wailea Resort - a concept by Hyatt](//images.trvl-media.com/lodging/1000000/10000/2600/2552/487d8e2d_y.jpg) ### Andaz Maui at Wailea Resort - a concept by Hyatt 10/10 Excellent "This place is not for the average traveller. Plan on a large budget. The breakfast buffet for two with one mimosa each ran roughly $160 after tip. Dinner for two was a little over $400, after tip. The Luao for two was around $850. It was our 10-year anniversary, and I was well prepared and fully expected the expense. To me, it was worth it, and I would definitely come back again. Andaz has a very nice selection of swimming pools; there's even one just for grown-ups. The staff was always helpful, and a cocktail was always nearby. There's also plenty to keep you busy around the hotel. We did a snorkel tour and a dinner cruise. Both were incredible." [](https://expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![Hotel Wailea, Relais & Chateaux - Adults Only](//images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg) ### Hotel Wailea, Relais & Chateaux - Adults Only 10/10 Excellent "This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!" [](https://expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![Palms at Wailea Maui](//images.trvl-media.com/lodging/1000000/20000/13100/13093/be5458c5_y.jpg) ### Palms at Wailea Maui 10/10 Excellent "We love The Palms. It’s spacious, quiet and private. It gives you an opportunity to cook/prepare food in your condo rather than going out to eat every day. BBQ’s are meticulously maintained and located throughout the property. It’s close to the beach and within walking distance of Kihei and the Shopps of Wailea. " [](https://expedia.ca/Kihei-Hotels-Palms-At-Wailea-Maui-By-Outrigger.h13093.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Wailea? > Are you and your partner in need of a romantic vacation? Couples choose Wailea for its beautiful beaches and breathtaking sunsets. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Ulua Beach Park, Ahihi-Kinau Natural Area Reserve, or Ahihi Kinau Natural Area Reserve. Whether you want to sip a glass of champagne or watch the sunset from your balcony, you'll be sure to find your ideal accommodation in Wailea to make for the perfect couples' getaway. ### What's the best place to stay for a romantic getaway to Wailea? > [Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms](https://www.expedia.ca/Kihei-Hotels-Wailea-Custom-Home.h29741751.Hotel-Information) is a favorite resort for couples, and features private pools and free WiFi. ### What is there to do in Wailea? > There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Wailea has to offer. Couples looking for a little of everything will enjoy Wailea for its snorkeling, golfing, and beaches. Wailea Beach, Shops at Wailea, and Ulua Beach are worth a stop when you're out and about. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in South Maui](https://www.expedia.ca/3Star-South-Maui-Hotels.s30-0-d553248635975748717.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Halama Street](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Cheap-Hotels.0-n553248635976471922-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Halama Street](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Oceanfront-Hotels.0-n553248635976471922-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Halama Street](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Spa-Hotel.0-n553248635976471922-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Kaanapali](https://www.expedia.ca/Kaanapali-Hotels-Couples-Resorts-Hotels.0-0-d800065-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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